Alkylated oxygen-bridged V-shaped molecules: impacts of the substitution position and length of the alkyl chains on the crystal structures and fundamental properties in aggregated forms

作者:Mitsui Chikahiko; Annaka Tatsuro; Nakamura Ken ichi; Mitani Masato; Hashizume Daisuke; Nakahara Katsumasa; Yamagishi Masakazu; Ueno Takanari; Tanaka Yuji; Yano Masafumi; Iwasawa Daichi; Hasegawa Miki; Sato Hiroyasu; Yamano Akihito; Takeya Jun; Okamoto Toshihiro*
来源:Polymer Journal, 2017, 49(1): 215-221.
DOI:10.1038/pj.2016.105

摘要

We have recently developed dinaphtho[2,3-b:2',3'-d] furan (DNF-V) derivatives as a new type of solution-processable organic semiconducting material with high carrier mobility and high emission efficiency in the solid state. In this article, we systematically investigate and reveal the impact of the substitution position and the length of the alkyl side chains on their physicochemical properties based on their packing structures. For both alkylated DNF-VV and DNF-VW derivatives, the solubilities and the phase-transition temperatures increase as the shorter alkyl chains are attached. In particular, alkylated DNF-VV simultaneously achieve high solubility (over 1 wt%) and a highly stabilized crystal phase (up to 199 degrees C). Furthermore, DNF-V derivatives exhibit a deep-blue emission in the solid state with a quantum efficiency ranging from 17 to 51%. Such a range of physicochemical properties is probably related to the dependencies on the molecular geometry in the crystal state and the length of the alkyl side chains.

  • 出版日期2017-1